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Merck
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文件

8.52418

Sigma-Aldrich

Fmoc-Asp(OBno)-OH

for peptide synthesis, Novabiochem®

别名:

Fmoc-Asp(OBno)-OH

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About This Item

经验公式(希尔记法):
C32H43NO6
分子量:
537.69
分類程式碼代碼:
12352209
NACRES:
NA.22

product name

Fmoc-Asp(OBno)-OH, Novabiochem®

品質等級

產品線

Novabiochem®

形狀

powder

反應適用性

reaction type: Fmoc solid-phase peptide synthesis

製造商/商標名

Novabiochem®

應用

peptide synthesis

官能基

carboxylic acid

儲存溫度

−20°C (−15°C to −25°C)

一般說明

An excellent derivative for minimizing aspartimide formation during Fmoc SPPS, including those containing the Asp-Gly sequence. The bulky OBno protecting group offers considerably more protection against the formation of aspartimide-related by-products than the commonly used OtBu and OMpe group.,

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS
Overcoming Aspartimide Formation in Fmoc SPPS

Literature references:
[1] R. Behrendt, et al. (2015) J. Pept. Sci., 21, 680.
[2] R. Behrendt, et al. (2016) J. Pept. Sci., 22, 92.

應用

Recently, Fmoc-Asp(OBno)-OH has been used in the synthesis of the mini-protein Omomyc, which has been shown to repress MYC-dependent gene transcription.,

分析報告

Color (visual): white to beige
Appearance of substance (visual): powder, chunks or crystals
Identity (IR): passes test
Purity (TLC (018A)): ≥ 95 %
Enantiomeric purity: ≥ 99.5 % (a/a)
Assay (HPLC, area%): ≥ 97.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble

To see the solvent systems used for TLC of Novabiochem® products please click here.

法律資訊

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 2

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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New t-butyl based aspartate protecting groups preventing aspartimide formation in Fmoc SPPS
R. Behrendt, et al.
Journal of Peptide Science, 21, 680-680 (2015)
Synthesis and evaluation of a multifunctional probe with a high affinity for prostate-specific membrane antigen (PSMA) and bone
Hirata S, et al.
Nuclear Medicine and Biology, 114-115, 34-41 (2022)
Multiple Synthetic Routes to the Mini-Protein Omomyc and Coiled-Coil Domain Truncations
Brown ZZ, et al.
The Journal of Organic Chemistry, 1466-1466 (2020)
Preventing aspartimide formation in Fmoc SPPS of Asp-Gly containing peptides?practical aspects of new trialkylcarbinol based protecting groups
R. Behrendt, et al.
Journal of Peptide Science, 22, 92-92 (2016)
Omomyc Reveals New Mechanisms To Inhibit the MYC Oncogene
Mark J. Demma, et al.
Molecular and Cellular Biology, 39 (2019)

商品

Aspartimide formation 1,2 is caused by repeated exposure of aspartic acid-containing sequences to bases like piperidine and can result ultimately in the generation of 9 different by-products.

相关内容

Aspartimide formation 1,2 is caused by repeated exposure of aspartic acid-containing sequences to bases like piperidine and can result ultimately in the generation of 9 different by-products.

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